Ed.D. · 16+ Years · Education, Enterprise & Consulting

Connecting the dots.
Asking better questions.
Driving things forward.

Skyler Rossacci brings human-centered thinking, creative problem solving, and a rare cross-sector perspective to the work of building strategies organizations can actually execute alongside the teams doing the work.

Skyler Rossacci, Ed.D.
Senior Director, Strategy & Engagement  ·  Monstarlab

Very few leaders have stood at the front of a classroom and in a Fortune 500 boardroom. Skyler has — and it shows in everything she builds. With a doctorate in Education Leadership and 16+ years spanning public education, major enterprise, and consulting, she brings a perspective most organizations simply can't hire from a single lane.

Translate ambiguity into clear strategy and teams that know how to move
Build the operating systems that make execution sustainable beyond any one project
Lead cross-functional and cross-sector partnerships from vision through delivery
Design and facilitate high-stakes convenings for executive and cross-sector stakeholders
Turn complex challenges into roadmaps organizations can realistically execute
Drive transformation while keeping people engaged, trusted, and intact

A few of the organizations she has worked with

ExxonMobil
Monstarlab
Globant
Gates Foundation
IDEO
University of Massachusetts
Partners Federal Credit Union
Spring Branch ISD
Clear Creek ISD

About

The background behind
the work

Skyler started her career as an educator, and that foundation gave her something most strategists don't have: a genuine understanding of how people learn, resist, and ultimately change. It shaped her instinct for designing experiences that stick and her ability to move any room toward something better.

Early in her career, she was part of the team at Spring Branch ISD that partnered with the Gates Foundation to build collaborative public and charter school partnerships, and worked with IDEO on their Teachers Guild program — a design thinking initiative that reshaped how entire school districts approached innovation. She then joined ExxonMobil as a Senior Design Strategist, leading strategic engagements across seven countries, training 500+ professionals, and embedding new ways of working across five global business lines.

From there, she moved into consulting at Globant, taking those skills into the tech space and leading digital transformation strategy across healthcare, retail, and emerging technology. She then joined Monstarlab — a boutique digital agency that partners with brands to bring their digital products to life — to lead their product strategy team across the Americas. In her current role as Senior Director of Strategy and Engagement, she is focused on growing the Americas business through custom product development and payment integration work, serving as a senior strategic partner to clients and internal leadership alike.

Her doctorate in Education Leadership is a foundation that shapes how she thinks about systems, adoption, and change — and what she draws on when the challenges require more than a single sector's playbook.

Cross-Sector Range
Education, energy, consulting, retail, financial services and philanthropic partnership with Gates Foundation
Strategic Operations
Executive communications, governance, vendor management, delivery systems, and operational infrastructure that scales
Facilitation at Scale
30+ workshops across 7 countries, designed and led for C-suite, cross-sector, and international stakeholders
Product & Technology
Custom product strategy, digital transformation, payment integration, and equitable platform development
Ed.D., Education Leadership
Doctoral research in technology implementation — the systems lens behind everything she builds

Experience

Career timeline

Mar 2023 – Present
Monstarlab
Houston, TX
Consulting
Senior Director, Strategy & Engagement
  • Senior strategic partner to executive clients and internal leadership across the Americas, focused on growing the business through custom product development and payment integration — managing $500K–$2M in annual revenue across active accounts and 16+ external partners
  • Built internal ops playbook, delivery practices, and contract governance from scratch, improving project margin from 26% to 37%
  • Principal strategist on custom digital product builds and payment integration engagements from discovery through launch
Dec 2021 – Mar 2023
Globant
Houston, TX
Digital Strategy
Digital Strategy Manager
  • Led digital transformation engagements across healthcare, retail, and emerging technology, translating complexity into executive-ready roadmaps
  • Directed loyalty platform redesign and go-to-market strategy with a customer-centric approach
  • Developed new service offerings from customer insight through to measurable growth in qualified leads
Jul 2017 – Dec 2021
ExxonMobil
Spring, TX
Enterprise
Senior Design Strategist
  • Facilitated 30+ workshops across 7 countries and 5 business lines, moving executive teams from ambiguity to aligned action
  • Designed and delivered innovation training for 500+ professionals across the U.S., China, Australia, Belgium, Italy, and Singapore
  • Partnered with the Chemicals VP to embed design thinking into global sales and operational practices
Jul 2015 – Jul 2017
Spring Branch ISD
Houston, TX
Education · Philanthropy
Strategic Initiatives & Special Projects Liaison
  • Part of the team that partnered with the Gates Foundation to build collaborative public and charter school partnerships; evaluation and reporting led to replication across multiple districts
  • Collaborated with IDEO on their Teachers Guild program, training 200+ educators and transforming the district's approach to systemic innovation
  • Piloted a micro-school model for at-risk students resulting in a 30% improvement in test scores
Jan 2011 – Jul 2015
Clear Creek ISD
League City, TX
Education
Educator & Curriculum Designer
  • Redesigned career education curriculum for 350+ students annually and trained educators across 10 schools district-wide
  • The foundation behind everything: designing for real people, making complexity accessible, and building experiences that last beyond the room

Selected Projects

Work that made a difference

Outcomes across sectors, scales, and types of organizations — each one built on the same foundation of clear thinking, strong relationships, and disciplined execution.

Education · Equity · Technology
Equitable Assessment Platform for University of Massachusetts
Led strategy for a custom testing platform built to advance fair and equitable assessment practices for adult learners — a population traditional systems consistently underserve.
Outcome: In-market platform serving adult learners
Philanthropy · Education · Systems Change
Defining What Works: Gates Foundation School Partnership Model
Part of the team that partnered with the Gates Foundation to define successful public and charter school partnerships — optimizing use of space, improving learning outcomes, and building a replicable model for cross-sector collaboration between school systems.
Outcome: Model replicated across multiple districts
Operations · Leadership · Growth
Rebuilding a Consulting Practice's Foundation for Growth
Rebuilt a consulting practice's operational foundation from scratch during a period of significant organizational change — creating the systems, governance, and delivery infrastructure that moved the business from unprofitable to sustainable growth.
Outcome: Margin improved from 26% to 37%
Enterprise · Strategy · Global
Applying Design Thinking to Hard Problems at ExxonMobil
Worked with internal teams across five global business lines to tackle their most complex strategic challenges through a design thinking lens — helping leaders reframe problems, align cross-functional stakeholders, and develop solutions they couldn't reach through conventional approaches.
Outcome: 500+ professionals across 7 countries
Philanthropy · Nonprofit · Digital
Membership & Ticketing Experience for NYC Cultural Institutions
Partnered with Bloomberg Philanthropies to work with iconic cultural institutions in New York City, helping them optimize the membership and ticketing experience for nonprofit patrons — combining human-centered research with digital strategy to serve audiences these institutions care most about.
Outcome: Improved patron experience across multiple institutions
Education · Social Impact
Micro-School Redesign for At-Risk Students
Working with a design team through a partnership with Transcend, designed and piloted a human-centered micro-school model — creating a replicable framework for students who needed a fundamentally different path to success.
Outcome: 30% improvement in standardized test scores

How I think

The perspective behind
the practice

People first, always
The best strategy in the world fails without the right people behind it. I invest as much in the human side of change as the plan itself — because that's where execution actually lives.
Clarity is the work
Most organizational problems are ambiguity problems in disguise. Creating enough clarity about goals, roles, and priorities so people can actually move — that's not a soft skill. That's the job.
Cross-sector thinking
Having worked across education, energy, consulting, and philanthropy, the most useful thing I bring to any problem is the ability to connect dots across sectors — and find solutions that people inside one industry would never think to look for.

Education

Education

Doctor of Education
Education Leadership & Administration
University of Houston Clear Lake
Houston, TX
Master of Arts
Education Leadership & Administration
Lamar University
Houston, TX
Bachelor of Arts
Communication; Minor in Music
Texas A&M University
College Station, TX

Let's connect

Always open to
interesting conversations.

If you're working on something that sits at the intersection of strategy, people, and execution — reach out.